I entered 1990 ferocious and proud: a thirteen-year-old eighth-grader in Dr. Martens boots, reeking of Escape perfume and scribbling the lyrics to “Live to Tell” on my Trapper Keeper. I loved writing letters to my pen pals from tennis camp, the movie Ghost, and Christian Slater. I exited that very same decade a 23-year-old editorial assistant with a padded bra, Seven jeans, and very thin eyebrows, humbled by my new postcollege life. I loved preparing for Y2K, my AOL dial-up connection, and watching the heroic plight of Brandon Teena in Boys Don't Cry. In between, I smoked lots of pot, read (and reread) Prozac Nation, and ruined many a flannel shirt crying my eyes out over Kurt Cobain.

It was a wild decade. I often catch myself staring into space and mourning the once-upon-a-time pre-Internet years when my interpersonal life was dependent on leaving answering machine messages and having to ask people, “What have you been up to?” instead of just stalking them on social media. I was a long way off from marriage (in fact, it would take another eleven years of casual hookups for a ring to finally appear on my finger), although I did, through a cloudy, bubblegum haze of Winston Lights and Spice Girls, admire the nuptials of the rich, cool, and fabulous from afar. Here are some of my favorites:

Julia RobertsBetcha forgot about this one. Fresh off her shocking breakup with Kiefer Sutherland,Julia Roberts married Lyle Lovett, ten years her senior—only three weeks after meeting. The couple gave guests 72 hours’ notice to get to tiny Marion, Indiana, where the couple married in a church in the middle of nowhere. As it was in the midst of Lovett’s summer tour, Roberts got on stage later that night in her $2,000 white Comme des Garçons size-small satin dress that Lovett bought himself, announcing, “Ladies and gentlemen, my husband . . . Lyle Lovett.” They kissed and the crowd went wild. Lovett said back, “Welcome to the happiest day of my life.”

Stella TennantStella Tennant, granddaughter of Dowager Duchess of Devonshire, married French photographer David Lasnet in her hometown of Oxnam, Scotland, in 1999. Although Tennant is royalty by blood, her wedding was conspicuously absent of anything ornate: Vows were exchanged in a plain church with clear windows and pine pews. Tennant herself, clad in a streamlined Helmut Lang dress and barely there makeup, was the picture of understated elegance. Fast-forward to present day—Lasnet is an osteopath, Tennant was the recent face of Pringle of Scotland, and together they have four children (along with a black Lab named Quill).

Jerry HallMick Jagger and Jerry Hall met in 1976 at a party, where the rock star immediately became smitten with the blonde then-20-year-old model. Hall soon left Bryan Ferry for Jagger and the two legends started dating in 1977. They married thirteen years later in an unofficial Balinese ceremony (which would later come to bite her in the ass when Jagger got the marriage annulled, despite rumors that he had already started his wandering ways with Eric **Clapton’**s then-girlfriend Carla Bruni). The bride wore a white lace minidress by Antony Price and the groom a yellow suit. After an intense and tumultuous relationship, the couple’s common-law marriage ended in 1999.

Kirsty HumeThe leggy blonde beauty married actor, model, and documentary filmmaker Donovan Leitch at Luss Parish Church on the banks of Loch Lomond in Scotland in 1997 after meeting at a nightclub. (Guests included Stella McCartney and Beastie Boy Adam Horovitz.) Hume wore an ivory satin brocade gown by Arkivestry and a coronet headpiece of amethyst, and her five attendants dressed in period-style dresses in lavender, the color of the local heaths. The groom wore a tartan kilt and, in true Scotsman fashion, went, he says, “the full monty underneath.” They have since filed for divorce.

Victoria BeckhamAfter spotting her on television, soccer star David Beckham claimed “it felt straightaway like we’d always been meant to be together.” The enviable Posh and Becks finally met in 1997 at a charity football match, a couple years after her breakup from Corey Haim. Two years and baby boy Brooklyn later, the couple married at the 560-acre Luttrellstown Castle, on the outskirts of Dublin, Ireland. The bride arrived at the castle in a vintage burgundy Bentley. Only 29 guests were in attendance for the vows. The room was decorated in rose petals and silver birch trees, and in true Posh fashion, Victoria made her grand entrance in a champagne strapless Vera Wang gown, an 18-karat-gold tiara, and Rachel from Friends hairdo. Two hundred and thirty people joined later to celebrate at a lavish reception. Needless to say, the Spice Girls were all in attendance.

Stephanie Seymour in “November Rain”In 1991, Stephanie Seymour, the then-girlfriend of Axl Rose, appeared as a bride in the “November Rain” video wearing a cinched cupcake dress, froufrou veil, and slutty garter. The wedding took place in a New Mexico chapel, and featured Slash, inexplicably wandering shirtless through a desert wearing a crucifix and cowboy boots, playing an extremely emo guitar solo. The whole thing ended with Seymour lying dead in a casket covered with lilies and Rose playing a wild emo piano ballad. The couple broke up in 1993 after Rose accused Seymour of being unfaithful; later that year, he sued her for withholding more than $100,000 worth of jewelry.

Carolyn BessetteNever was there a more foxy bride. Clad in a pearl-colored silk crepe floor-length gown, hand-rolled tulle silk veil, and long silk gloves by Narciso Rodriguez, the then-fiancé of John F. Kennedy Jr. walked down an aisle lit with candles and kerosene lamps and strewn with rose petals to “Amazing Grace” and "Will the Circle Be Unbroken” sung a cappella in the Brack Chapel on Cumberland Island in Georgia. She carried a bouquet of lilies of the valley, and he wore his father’s wristwatch, along with a boutonniere of cornflowers. My heart is breaking just typing this.

Cindy CrawfordIn 1998, the ultimate hot bod nineties fox got married to nightclub mogul Rande Gerber barefoot on Cabbage Beach in the Bahamas. She chose a simple John Galliano slip dress and had it lined because it was so sheer. She claimed she “also had a Valentino dress I loved, but in the end I wore the Galliano. Rande liked it better because it was shorter.” Gerber also wanted a short ceremony. The minister, eschewing traditional vows, asked Crawford what she needed to hear to feel married. She replied, “I now pronounce you husband and wife.” It clearly worked, as the couple are still together seventeen years later and have two kids, Presley and Kaia.

Kate WinsletFresh off her Titanic fame, Kate Winslet married film director Jim Threapleton after meeting him on the set of Hideous Kinky. She was immediately drawn to him: “I arrived and saw this rather glorious-looking blond boy with fantastic blue eyes, and I just went, ‘Shit,’ because I knew that was it and there was nothing either of us could do about it.” She was the epitome of Edwardian chic in her custom hand-beaded lace Alexander McQueen gown. The couple had a low-key ceremony at her church in Reading, England, and guests later feasted on bangers and mash. The two had a daughter, Mia Honey Threapleton, in 2000 but divorced shortly thereafter in 2001. Winslet is now on her third marriage to Ned Rocknroll.

ImanAfter being introduced at a dinner party in 1990, it was love at first sight for David Bowie, but the supermodel took some convincing. Bowie proposed under the Pont Neuf bridge, and after officially getting married in a private civil ceremony in Switzerland, the couple had a small but celebrity-packed (think Yoko Ono and Bono) wedding in Florence. Iman wore an epic, skintight, oyster-color bandage halter dress with a long train designed by Herve Leger. She accessorized with diamond-and-pearl drop earrings and ivory silk opera gloves and carried a cascading bouquet of white starburst lilies. The bride said later of the look, “I wanted something very simple, elegant, no frills, no fashion, no gimmicks. Something that would outlast anything.” And it did. Bowie asked friend Thierry Mugler to do a custom take on the traditional tails for his tuxedo. She walked down the aisle to a Bulgarian folk song, “Kalimankou Denkou.” The couple have been married for 23 years.